Generation of β-keto radicals from cyclopropanols catalyzed by AgNO3

Chemistry Letters

Volumn 35, Issue 1, 2006, Pages 18-19

  Chiba, Shunsuke ^a   Cao, Zhengyan ^a   El Bialy, Serry Atta Atta ^a   Narasaka, Koichi ^a  

^a UNIVERSITY OF TOKYO   (Japan)

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Indexed keywords

EID: 33645123653     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2006.18     Document Type: Article

References (20)

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12. -1.
13. 8 in DMF, the reaction proceeded at 50 °C to afford 3a and 4 in 10 and 22% yield, respectively.
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15. When 1a was treated in the absence of 2a, propiophenone 4, the self-coupling product of the β-keto radical, and the adduct of β-keto radical and pyridine 5 were obtained in 12, 31, and 6% yield, respectively. When 2a was treated in the absence of the cyclopropanol, 2a was recovered without the formation of the self-coupling product of 2a.
16. When 2,6-lutidine was added, the reaction did not proceed at all. In the cases of pyrazine, 2,2-bipyridine, and DBU, 3aa was obtained in 41, 55, and 66% yield, respectively.
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